Andrea Kassees

Vision That Sparks Growth. Authenticity That Builds Trust.

Role
Head of Sales and Strategic Partnerships at Strive
Location
Milwaukee, WI, US
LinkedIn followers
500 followers
Sales & Business DevelopmentView LinkedIn profile

About Andrea Kassees

From day one of my 15+ year professional career, I’ve shown up with intention — to lead with truth, push boundaries, and grow in every direction. Success has never been about checking boxes or chasing vanity metrics. It’s about challenging status quo, delivering real, measurable results and creating space for others to rise alongside me.I’m known for being a straight shooter and leading by example— what I say is what I mean, and what I promise is what I deliver. But more than that, I show up as myself. I bring levity, make people feel seen, and create an environment where they can drop the mask, shoot straight with me, and work side-by-side to figure things out — with truth, always.That grounded authenticity earns trust quickly, builds deep partnerships, and inspires high-performing teams to show up fully. At Paycor, I was handpicked by the Chief Revenue Officer to be the national training resource for new hires — a reflection of my ability to lead, teach, mentor, and scale success across the org. I helped reps nationwide build out partner channels and self-generation strategies, while also exceeding a 4x sales quota myself — because I believe leading by example is the most powerful way to inspire performance.Today, I serve as the Head of Sales and Strategic Partnerships at Strive with a transformational approach. I build and execute go-to-market strategy, refine our value proposition and marketing engine, and develop strategic partnerships that fuel scalable revenue growth. My focus extends beyond revenue — creating human-first, high-performing environments where teams, clients, and partners thrive together. A••••••••@outlook.com 41••••••86

Experience

  1. Head of Sales and Strategic Partnerships

    Strive

    Mar 2025 — Present

    As Head of Sales and Strategic Partnerships at Strive, I serve as a revenue architect, building and executing go-to-market strategy, sharpening our value proposition and marketing engine, and developing strategic partnerships and business development initiatives that drive scalable revenue growth.

Education

  • Concordia University-Wisconsin

    Bachelor of Science in Business Administration and Marketing, Business, Management, Marketing, and Related Support Services

Skills

  • Time Management
  • Social Media
  • Powerpoint
  • Customer Service
  • Training
  • Team Building
  • Coaching
  • Microsoft Word
  • Accountability
  • Sales
  • Marketing
  • Leadership
  • Public Speaking
  • Healthcare

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Andrea Kassees — Head of Sales and Strategic Partnerships at Strive in Milwaukee, WI, US | Unifers